118664-99-6

5527-94-6

118664-99-6

(Step 1) Synthesis of 1-chloro-2-fluoro-4-methyl-5-nitrobenzene: 3-fluoro-4-chlorotoluene (1.00 g) was dissolved in trifluoroacetic acid (TFA, 10 mL). The reaction solution was cooled to 0 °C, followed by slow dropwise addition of fuming nitric acid (5.0 mL). The reaction mixture was kept stirred at 0 °C for 30 min. Upon completion of the reaction, the mixture was poured into an aqueous sodium bicarbonate solution for neutralization. The aqueous phase was extracted with chloroform and the organic phases were combined and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to give 2-nitro-4-chloro-5-fluorotoluene (1.31 g) as a white solid.